Total synthesis of synechoxanthin through iterative cross-coupling

Seiko Fujii, Stephanie Y. Chang, Martin D. Burke

Research output: Contribution to journalArticlepeer-review

Abstract

The choice is yours: The first total synthesis of the antioxidant carotenoid synechoxanthin was achieved through a novel iterative cross-coupling approach in which the polarity of the bifunctional building blocks is reversed to match the preferred polarity for C-C bond formation (see scheme). The convergent, stereocontrolled, and flexible nature of this synthesis enables systematic studies of the biological activities of this natural product.

Original languageEnglish (US)
Pages (from-to)7862-7864
Number of pages3
JournalAngewandte Chemie - International Edition
Volume50
Issue number34
DOIs
StatePublished - Aug 16 2011

Keywords

  • antioxidants
  • boronates
  • iterative cross-coupling
  • synechoxanthin
  • total synthesis

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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